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Vacation rentals in Middlesboro

Vacation rentals in Middlesboro

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Middlesboro

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest house in the country with a beautiful view
SUPERHOSTEntire house · 2 guests · 2 beds · 1 bathroom
Guest house in the country with a beautiful view

Located in a peaceful country setting with a beautiful view from the front porch. It is conveniently located near Lincoln Memorial University, Norris Lake, and Historic Cumberland Gap. We live next door to the guest house and will be there to greet you upon arrival to answer any questions you may have.

What guests are saying:

“My son and I came up to Amy’s beautiful cottage for a long weekend. We loved sitting on the front porch to have our meals. At night time, we sat in the porch swing and watched fireflies and the stars. It’s a great location, close to Cumberland Gap and the Powell River. We had a great time river tubing. Communication from Amy was quick and friendly. I highly recommend staying here!”

Rustic Log Cabin on Powell River & Adventures🚣🏽‍♀️🎣
SUPERHOSTEntire cabin · 8 guests · 3 beds · 2 bathrooms
Rustic Log Cabin on Powell River & Adventures🚣🏽‍♀️🎣

🐟🚣🏽‍♀️🚴‍♀️🥾 We offer kayaking, mountain biking, hiking, fishing and camping. Send me a message through this cabin listing to schedule your experiences through my personal calendar. WE TAKE ALL EXTRA PRECAUTIONS FOR AN EXTREMELY CLEANED AND SANITIZED CABIN BEFORE EACH AND EVERY ARRIVAL SO DON’T WORRY ABOUT A THING:) We offer a breathtaking mountain and river living experience. You’ll stay in a fully furnished log house with everything you need and then some.

What guests are saying:

“We were in the area visiting grandchildren as well as enjoy a couple days alone and relaxing. We were able to take our dog which was great because she needs an insulin injection every 12 hours. We were surprised at how big the cabin was. All the rooms were very clean. The kitchen appliances were spotless. The cabin is not fancy. It is an honest to god log cabin! It is very nice and so comfy. It's been filled with so many interesting knick-knacks and treasures. We are sure we didn't see everything. The front porch was spacious and inviting with lots of seating which included a swing, glider, rocker and table/chair set. We loved sitting on the porch in the morning watching the fog lift from the mountain tops. It is a beautiful area. Make sure you look in the angler's basket hanging on one of the porch post. You will find the contents useful on the porch. Richie supplied a generous amount of fresh clean towels and linens. The king size bed was so comfortable we have ordered the brand for ourselves once we got home. The river is very scenic and close enough to walk. Richie has rental kayaks which looked like loads of fun. If we were a few years younger, we would have give it a try. Richie was extremely quick to respond anytime we needed something. He has a great personality and was a gracious host. We are still talking about our stay and Richie. We hope to go back next trip to the area.”

Home away from home
SUPERHOSTEntire house · 8 guests · 4 beds · 2.5 bathrooms
Home away from home

Country setting with 5 minute access to town or boat launch town offers a variety of fast foods or country cooking .only 15 min. To L M U campus .this house has two covered decks ,a covered porch two living areas four bedrooms and 2 and 1/2 bathrooms

What guests are saying:

“We really enjoyed our stay at this house. It was very clean with lots of space. More amenities are included than normal. It was a perfect location for our trip to Norris Lake. Joe was extremely responsive and wonderful to work with. Thank you, Joe, for sharing your house with us!”

Holiday rentals for every style

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Popular amenities for Middlesboro holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Middlesboro

Scenic 1 BR Cabin w/ Hiking to Hensley Settlement
SUPERHOSTEntire cottage
Scenic 1 BR Cabin w/ Hiking to Hensley Settlement
Price:£69 / night
Room 1 within the Gambrel House
SUPERHOSTPrivate room
Room 1 within the Gambrel House
Price:£38 / night
Pirate Cove on Norris Lake. Lakefront. Duplex .
SUPERHOSTEntire flat
Pirate Cove on Norris Lake. Lakefront. Duplex .
Price:£115 / night
The Inn over Angelo's
SUPERHOSTEntire guest suite
The Inn over Angelo's
Price:£96 / night
Norris lakefront home with covered boat dock
SUPERHOSTEntire house
Norris lakefront home with covered boat dock
Price:£153 / night
Anchor Down Villa
SUPERHOSTEntire villa
Anchor Down Villa
Price:£117 / night
The Little Dipper! Lake front w/private boat dock!
SUPERHOSTTiny house
The Little Dipper! Lake front w/private boat dock!
Price:£139 / night
Cozy Log Cabin in the woods, close to town.
Entire cabin
Cozy Log Cabin in the woods, close to town.
Price:£77 / night
The Gregory Estate
SUPERHOSTPrivate room
The Gregory Estate
Price:£67 / night
Norris Lakefront Lodge
SUPERHOSTEntire house
Norris Lakefront Lodge
Price:£202 / night
Norris Lakefront Getaway near Beach Island
Entire house
Norris Lakefront Getaway near Beach Island
Price:£168 / night
Lake Norris TN  waterfront  retreat
Houseboat
Lake Norris TN waterfront retreat
Price:£84 / night
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